Back 403 Holly Drive
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403 Holly Drive

Annapolis Neck MD 21403

4
4
4
3254 sq. ft.
11550 sq. ft.
Single-Family
Last sold for $825,000
Gloria GrinerGloria Griner, last sold this property on 20 February 2026 after 11 days on market.

Overview

Welcome home to Holly Drive and the quiet rhythms of coastal Annapolis living. Some homes are defined by their rooms. 403 Holly Drive is shaped by everyday beauty - soft morning light in the kitchen, afternoons drifting between indoors and out, and evenings softened by bay breezes and birdsong through the trees. Set within the beloved water-privileged Hillsmere Shores community, this updated Craftsman home, built in 2003, offers a rare balance of warmth, refinement, and an unmistakable connection to the water and the outdoors. From the moment you arrive, the covered front porch feels like an invitation to slow down, breathe deeply, and stay awhile. Inside, the home unfolds with ease and intention. Hardwood floors stretch across both the main and upper levels, grounding the spaces in timeless elegance. The heart of the home is an open, beautifully updated kitchen where crisp white cabinetry, gleaming quartz countertops, and stainless steel appliances come together tastefully. Just beyond is the breakfast room, with its vaulted ceiling and a wall of windows offering panoramic views of the meticulously manicured yard, which changes beautifully with the seasons. A spacious family room anchored by a gas fireplace, a convenient powder room, a formal dining room, and a living room off the foyer complete the main level, providing well-balanced flow for everyday living and entertaining. From both the kitchen and the family room, new doors open to the expansive deck. Outdoors, the fully fenced backyard is both beautiful and purposeful - designed to support the local environment while offering a serene setting for play, gardening, and gatherings. Whether hosting dinner with friends, lingering over a weekend brunch, gathering around the fire pit, or simply listening to the sounds of the bay carried on the breeze, this home makes outdoor living feel natural and elegant. Upstairs, four generously sized bedrooms provide comfort and privacy. The primary suite is a peaceful retreat, complete with a spacious walk-in closet and a newly updated en-suite bath featuring a standing shower, jacuzzi tub, and dual vanities. One additional full bath with a tub/shower combination in the hallway, along with a convenient upper-level laundry room, completes this level. The lower basement level, with a walk-up stairway to the backyard, offers a bright, renovated space that feels anything but secondary. Freshly carpeted, it provides a cozy spot for a playroom, media center, or office. A second, recently updated half bath and a spacious utility storage room complete this level. The bonus room, with double French doors facing the driveway and its own dedicated HVAC zone, could be converted back into a two-car garage or used as extra storage, a gym, workshop, or studio space. You’re not simply looking for a place to live - you’re searching for a new way of living. And at 403 Holly Drive, that way of life is truly special. Reach out to the listing agent Gloria Griner to schedule your private tour today! The Hillsmere Shores Lifestyle: *Voluntary HOA with exceptional community amenities for only $25/annually *Community beach and waterfront access *Main marina with boat slips and small craft launch *Multiple boat ramps and kayak launch points *Kayak racks and boat storage areas *Community pool with swim team and seasonal events *Playground, walking paths, and BBQ picnic areas *Minutes to Quiet Waters Park *Easy access to the Chesapeake Bay, South River, and Duvall Creek Recent Updates and Improvements: 2025: Basement Carpet Installed 2025: Basement Bathroom Updated 2025: Dishwasher replaced 2025: Garbage Disposal replaced 2024: Main and backup sump pumps replaced 2024: Water heater replaced 2023: First Floor HVAC replaced 2023: Driveway paved 2021: Washer and Dryer replaced

Features

4 bedrooms
4 bathrooms
4 carspaces
3254 sq. ft. floor area
11550 sq. ft. lot size
Single-Family

Estimated Value

Based on this property and similar 4 bedroom single-family properties sold in Annapolis Neck over the last 12 months, the estimated median property value of 403 Holly Drive is $839.9k.

Median value
$839.9k
Estimated value range
$360k - $9.6m
Median days on market
18
Estimated value trend
2%
increase over the last 12 months
Average days on market is based on recent, comparable sales in Annapolis Neck. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 403 Holly Drive

2026
Sold
$825,000
20 Feb 2026 by Gloria Griner, of RLAH @Properties
2021
Sold
$685,000
16 Jun 2021 by Jennifer McCormick, of Engel & Völkers Annapolis

Happy sellers in Annapolis Neck

88%
88% of sellers in Annapolis Neck reported that their sale price either exceeded or met their price expectations.

Annapolis Neck stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.

This is based on voluntary sentiment collected from 5 reviews in Annapolis Neck over the last 12 months.

Local market activity for 4 bedroom single-family properties in Annapolis Neck

In the last 12 months, 117 four-bedroom single-family properties similar to 403 Holly Drive, have been sold.

This represents a 19% decrease in four-bedroom single-family properties sales when compared to the previous 12 months.

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